Preheat the oven to 400 degrees F.
Quarter the tomatoes, bell pepper, and onions. Toss with olive oil and season with salt, pepper and paprika. Smash the garlic cloves.
Toss tomatoes, bell pepper, and onions on 1 very large baking sheet, or 2 medium ones. Don't crowd the vegetables or they will steam more than roast.
Roast for 5-10 minutes and then add the smashed garlic cloves to the baking sheet. Roast another 15-25 minutes, stirring half way through. You want to take them out when they are soft and starting to caramelize. If some finish early, take them off the sheet, set aside, and continue to roast the rest.
MAKE THE SOUP:
Add the roasted veggies to a large stock pot. Pour in the vegetable stock and add the sugar. Then bring to a boil. Using an immersion blender, blend until smooth.
Taste the soup. Add almond milk or heavy cream, adding more if you prefer it that way :) Add more salt, pepper, or paprika if you want.
Strain if you want a silky smooth soup (I usually skip this).
GARNISH & SERVE
Garnish with basil leaves and shaved Parmesan cheese.